Phenyl methylene bis diethyl dithiocarbamate and process of making the same



Keri Nov. 1% 151 29 UNITED STAT S PATENT OFFICE SIDNEY M. cmw'nnn, orLnomn, NEW JERSEY, Assionon 'ro 'rnennuearoox ensur- CAL comrm,ornauemr'ocx, oounncrrcu'r, A conrorm'rron on CONNECTICUT 23mm. nmnmm msnm'rnvr.

Io Drawing. I

This invention relates to a new chemical substance phenyl methylene bisdiethyl dithiocarbamate, and to a method of making it.

This compound may be prepared in the following manner: p

' 36.5 grams of diethyl amine are dissolved in 500 ccs. of'alcohol(95%). To this solution 38 grams of carbon disulphide are added reventloss of materials. Thereupon are a ded with further .cooling for thesame pur ose grams of sodium hydroxide dissolve in 50 cos. of water, toform a solution of sodium diethyl dithiocarbamate.

with cooling, to

40.25grams of benzal chloride are'then added and the mixture heated atthe boiling point of the dilute alcohol under reflux condenser for abouttwo hours when thereaction is completed. On cooling, the product phenylmethylene bis diethyl dithiocarbamate, crystallizes from the alcohol,-and on filtering,

.from the alcohol and washing with water to remove the sodium chloridethe henzal bis diethyl 'dithiocarbamate is secured and may befurtherpurified by recrystallization from. alcohol. The product is a whitecrystalline solid melting at 111 C. (corrected). It is insoluble inwater, slightly soluble in cold alcohol and soluble in hot alcohol. Thename phenylmethylene bis diethyl dithiocarbamate is preferred instead ofbenzal bis diethyl dithiocarbamate, but it is understood that thecompound is the same with either name. The formula of this compound isbelieved to be DITHIOCARBAMATE AND PROCESS OF MAKING THE SAMEApplication fled November 15; 1928. Serial No. 319,734,

bis diethyl dithiocarbamate corresponding to the formula 2. The methodof maln'ng phenyl methyleneibis diethyl dithiocarbamate which comprisestreating a solution of a diethyl dithiocarbamate salt with benzalchloride, heating until the reaction is cdmpletedand separatmg thephenyl methylene bis diethyl dithiocarbamate' from the reactionmixture...

3,. The method of making phenylmethylene bisdiethyl .dithiocarbam'atewhich comprises treating a solution of a diethyl dithiocarbamate saltwith benz'al chloride, heating until the reaction is completed andseparating and purifying the reactionproduct, phenyl methylene bisdiethyl dithiocarbamate.

Signed at Pas'saic, county of Passaic, State fiQIgT'eW Jersey, this 2ndday of November,

SIDNEY M. CADWELL.

This product may be used for the accelera- I tion of the vulcanizationof rubber.

The same procedure may be employed in making other dialkyl derivatives.

Having thus described my invention, what I claim and desire to protectby Letters Patcut is: 1. As a new compound phenyl methylene

